 |
| Diego |
I knew
Diego would be teaching until late, so I suggested taking him out to eat after.
He preferred to eat in and said he would bring back some Chinese takeout to his
place.
“Hey you”, Diego said as he opened the door. He was again in his traditional outfit: a tanktop, shorts and a baseball cap. We kissed.
“Did you have a good day?”, I asked.
“Yup, it was fine! Come on in”, he said.
I had one foot in the living room and I heard the TV, which had South Park playing. I saw the white boxes of takeout food on the coffee table.
“Do you want anything to drink?”, Diego offered.
“Sure, what do you have?”
“Just beer and coke”, Diego answered, shrugging.
“I’ll have a coke then. It’s a school night after all”, I smiled at him.
He smiled back and then walked into the kitchen. I sat down on his couch and watched TV. I hadn’t seen South Park in ages and I couldn’t believe it was still on.
“Heads up!”, I heard, as Diego threw a coke can my way. I caught it and was surprised at my own ability.
“Thanks”, I said.
He plopped down next to me on the sofa, told me what all the food on the coffee table was and then went ahead eating a spring roll from one of the boxes.
“Dig in”, he said.
I did. Diego silently ate and watched TV.
“You wouldn’t believe the last few days I’ve had”, I started.
“Huh?”
Diego didn’t look away from the TV.
“So what happened?”, he eventually asked.
“At the park there was this guy with a dog and they were throwing a frisbee around.”
“Uh huh.”
“The dog kept bringing the frisbee to me, so the guy says if he does it again I should just throw it.”
Diego just had a mouth full of both chopsticks and noodles, but looked my way.
“So the dog does it again, I throw the frisbee, further than I’ve ever thrown anything, and guess what.”
“What?”
“I hit the guy in the head and knock him out cold.”
“Ouch.”
“Well, yeah.”
“Did he wake up?”
“No. The ambulance took him away and stuff.”
“Wow. Heavy shit”, Diego said, looking at the TV again. “Oh I love this part!”
“You… you’ve already seen this?”
“Yeah, it’s a re-run, but it’s great! Don’t you know this episode? It’s a classic!”
“I don’t, no.”
Diego starts explaining the South Park episode and I had to admit it was actually quite funny societal commentary. But I was starting to feel like Diego didn’t have much interest in what I had to say. I started to finally notice that age difference we had.
When the episode finished, a second one started. Once that also finished, we were done eating. Diego turned off the TV.
“I’m full”, he said and he finally looked at me again with full attention.
“Me too”, I said and smiled at him. Our physical chemistry was still incredible and I felt myself get turned on just because we locked eyes in silence for about 5 seconds.
“I’m glad you’re here”, he said.
“I’m glad I’m here too”, I could feel my smile widen to an extent that it hurt my cheeks.
Diego slowly leaned in and kissed me. My hands were all over his body as I felt his defined chest, abs and arms. He pulled me in closer so our chests touched. My hands were now all over his muscled back. I lifted his tanktop. He stopped kissing me and raised his arms so I could pull it off. I took a good look at his body and started kissing his chest and nipples. He moaned softly. After a while he pulled me up toward him, took my face in his hands and kissed me passionately. In the meantime, I grabbed his crotch and fondled his hefty package. I couldn’t control myself any longer and pulled down his shorts. I broke the kiss to look down. He wore brightly colored trunks underneath and the outline of his massive schlong was incredible, even though I knew what to expect.
“You like my dick?”, he asked.
I looked up at him and nodded enthusiastically.
“Let’s go then”, he said as he picked me up off the sofa and pushed me toward the bedroom.
I had taken off my shirt and pants and stood in the bedroom in my tenting blue briefs. I turned around and saw him walk in behind me in his bulging trunks. I got on my knees and pulled down his trunks. I gobbled up his erect cock to the point where I could barely breathe. Diego pushed my head further down a few times, making me tear up and gag. I grabbed his cock at the base, but I couldn’t take it down to my own fist, it was too large. My blowjob became wet and messy, but Diego loved it.
“You’re so good at that”, he said.
He pulled me up onto my feet and then pushed me on the bed. He was rougher than the last time, but I quite enjoyed it. He pushed my head down and pulled my ass toward him.
“Look at that hairy hole”, he said before diving in.
He ate out my ass and prepared me for what was about to come. Soon enough I felt the lube being applied.
“You ready?”
“Yeah. Just start out slow.”
I arched my back as I felt the tip of his cock enter me.
“Oh yeah”, I moaned.
He pushed himself farther and farther in and I noticed my hole was more used to his enormous cock by now. Though I still felt like someone’s fist was inside of me down to their elbow.
“Unnnggh”, I uttered.
“Your hole feels so good, babe”, he whispered.
His fucking got faster and faster and to just lay there and take it felt amazing. Once again I just randomly shot my load on the duvet. Diego never noticed and just kept going. My cock stayed hard as he continued to fuck me.
“I’m going to shoot”, he said as he pulled out.
I got off the bed and sucked his load out of him.
“Ahhh… oh yeah”, he said as he orgasmed into my mouth. His milky load easily went down my throat.
“That was great”, I said, still on my knees. “Now I do you?”
Diego looked down at me with a puzzled look. Then he laughed.
“I don’t think so”, he said as he patted me on the head.
“Oh, well see about that”, I said as I got up and winked at him.
I woke up. The first thing I saw was Diego’s alarm clock. It was 6:37. I soon had to get up and go to work. I was laying on my side and noticed Diego was spooning me. His arm held onto my stomach and I felt so comfortable in his arms. Then I felt something else. His rock hard cock lay across my asscrack. I smiled. By clenching and unclenching I could massage him. I felt his shallow and regular breathing on my shoulder. After only a few times I felt his breathing accelerate and his hips push into my ass more. I continued, now also wiggling my ass back into him a bit. I heard a short, stifled groan followed by the sensation of a warm liquid on my back. Diego barely moved. His breathing continued. I must have caused him to have a wet dream. I lifted his arm and got up. I looked at him lying there, some spunk dripping from the head of his cock, as well as some dripping down his stomach. I smiled. I felt the cum dripping down my own back and quickly went to the bathroom and showered.
When I came back, Diego was still asleep but had rolled over onto his back and pulled up the covers. I quietly got dressed, because it was really time to go now. I gave Diego a kiss on the cheek and left.
By the end of Tuesday I got a text from Diego that said, “Did you leave your undies here?”
“Yeah I was late to work so I had to rush”
“I don’t mind at all 😉 xx”
As hot as the sex was and we obviously had chemistry, I felt like that was all there was to me and Diego. This had become very clear this week.
By Thursday, it hit me that Chuck hadn’t contacted me.
“Hey Chuck, how have you been? Do you need any help with anything?”
I didn’t get a reply immediately and went into a meeting. Only after I had gone to the gym after work, I saw I had gotten a reply.
“I’m actually doing pretty good by myself. Bandage is off, stitches go after the weekend. Thanks for asking!”
I knew Chuck wanted a new friend, but he was clearly hesitant taking the initiative.
“Wanna go check out a sports bar tonight?”
He texted back immediately.
“That would be great!”
I smiled.
I picked Chuck up in Centreville. When he came out of his apartment building I was taken away by how he looked. A tight black T-shirt and some light blue jeans gave him a classic look. Just his scruffy black beard and his smile as he saw me standing next to my car already turned me on.
“Hi”, I said.
“Hey!”, Chuck said as he hugged me, “good to see you”.
The hug gave me a full erection. I could only hope he hadn’t noticed. We got in the car and I asked which sports bar Chuck would like to go to.
“I know this nice place in Fairfax, Prime Time…”, he said.
“I’d rather not go to Fairfax”, I said. I didn’t tell him why not.
“Oh. What about Backyard Grill in Chantilly?”
“Yeah I know that place, it’s near my parents’ restaurant.”
I started driving.
“Don’t tell me your parents own Bawarchi, the Indian restaurant?”, Chuck suddenly said.
“Yes! They started it when they moved to the US.”
“Then I know your Mom”, Chuck looked at me and smiled.
I smiled back and pretended I had to focus on the road. I didn’t know what to say.
“That’s so cool.”
“I’ve only lived here for two months, but that’s my favorite restaurant so far. Your Mom started recognizing me and giving me free naan bread.”
I laughed. I wasn’t sure why, but I found it awkward how perfectly Chuck seemed to fit into my life just after I had met Diego. It seemed like a trap. Sure, there were areas where Diego wasn’t the perfect fit, but was that reason enough to toss him aside and give things a go with Chuck?
“That does sound like her.”
When we went into Backyard Grill, we sat at the bar and watched the baseball.
“Oh, baseball’s my sport!”
“It is?”
“Yeah, that’s how I know Paul. You know, the senator.”
“Oh, right.”
“We played baseball together back in Chicago. I only joined his team in DC last week. Hopefully after the weekend I’ll be able to play.”
“Cool.”
“Do you play any sports?”, Chuck asked me.
“I just go to the gym and I go swimming sometimes”, I replied.
“Oh really, which gym?”
“There’s a Gold’s quite close to here.”
“Oh, so you live around here, too?”
“Basically the other side of the highway.”
“Cool”, he said, just smiling at me. There was a short silence and for the first time I actually felt the chemistry.
“Aww you guys make a cute couple!”, the waitress behind the bar broke the silence and our eye contact.
“Oh, sorry”, Chuck said, looking away.
“That’s all right! My name is Vonda, I will be serving you tonight. What are you in the mood for?”
After we ordered, Chuck turned to me and said “I meant to say sorry to you, not her. You wanted to just be friends. I’ll try to be less… flirty.”
I looked at him. He seemed truly apologetic. I smiled.
“It’s OK.”
I had a great night with Chuck. Time went by quickly as conversation just flowed. At one point I needed to take a leak. When I came back, I saw Chuck sitting on his bar stool from the side. I saw his T-shirt had ridden up. A thick, white elastic band stretched across his lower back. Below that I could see his milky white skin and the top of his buttcrack before his jeans covered the rest of him. He was wearing a jockstrap once again and he was unaware he was flashing a large part of the bar. I felt my dick getting larger in my briefs. This guy was so hot, so kind, so funny. He was perfect. I realized if I didn’t pursue this guy, I might regret it. I decided to ask for advice in my friend group during Sunday brunch, or maybe even over text once I got home. I sat next to Chuck on my bar stool and decided not to tell him about his plumber’s crack situation, because then he would know I was checking him out.
It was getting quite late when Chuck suggested we get home.
“If you live so close, I can just get an Uber”, he said.
“It’s little effort. I picked you up, I can drop you back off”, I said.
“OK. Thanks!”, he said.
We got in the car and I drove off.
“Are we driving by your Mom’s for some naan bread?”
I laughed.
“I think she would quite like that, actually. But she would not let us go for a while. So maybe next time…?”
“I was just kidding”, Chuck said.
I laughed.
“I know, but I like the idea! She would probably assume we’re together though.”
“So, you are gay then?”, Chuck asked.
“Yeah? Didn’t I say I was dating a guy?”
“You said you were dating someone”, Chuck said, with emphasis on the last word.
“Oh”, I smiled as I looked at the road.
“But your Mom hasn’t met him yet?”
“No, it’s still early days.”
“That is such a good part of a relationship though”, Chuck said.
“Yeah, I guess.”
In the corner of my eye I saw Chuck turn his head toward me. He shortly chuckled.
“I’ll stop asking questions.”
I laughed.
When we got to his street, he said, “Thanks so much for hanging out with me tonight, I had a ton of fun. Hopefully we can hang out sometime soon again? Work out? Or we can go swim or play baseball?”
“Sure!”, I said. I knew I was quite bad at baseball and the other two had the potential of seeing Chuck semi-naked and I wasn’t sure if that was something I should do or not.
I parked by his building and turned off the engine. We both took off our seat belts.
“Well, I also had a great time”, I said.
We hugged, possibly a bit too long. I let go, leaving my hands on his shoulders, looking at him. I felt the urge to kiss him and decided to not resist. I kissed him passionately. Chuck seemed surprised at first but soon kissed me back. I pulled him close and it was like a fire burned inside of me. This was the hottest kiss I had ever had.
Suddenly Chuck pulled away.
“I… I can’t”, he said. “Thanks for everything”, he mumbled and got out of the car.
“Chuck!”
But he closed the car door and walked into his building.
I sat in my car in silence for about a minute. Then I put my seat belt back on, started the car and went home.
The next day at work, my mind kept going to Chuck. I wanted to text him, but I didn’t know what to say. Instead I wrote my friends in a group text and told them what happened.
“So what do I do now?”
“You haven’t promised exclusivity to Diego, have you?”, Linda asked.
“Yes, you can feel free to pursue both and choose later”, Michelle added.
“I don’t think that’s in my nature”, I said.
“Yeah that’s not Sal’s thing”, Kala agreed.
“You know what,” she added, “have a conversation with Diego about what he sees for you two in the future. That’s a normal third date question, right? Because going by his behavior, I’m not sure he’s looking for the same thing as you, Sal. And I don’t want you to get hurt.”
“And then you can only hope Chuck is looking for the same thing”, Michelle added.
I thought about it for a while, and Kala’s advice made sense.
That night, Diego came to my apartment for the first time.
“Nice place”, he said as he looked around.
“Not as nice as yours”, I commented.
He laughed.
“Hey, sit down, I want to talk to you about something.”
“Oh. OK.”
Diego sat down at the table.
“I wanted to know something. I’m just not so sure if we are on the same page on certain things. The sex is super hot…”
Diego smiled at me cockily, but let me finish.
“But at times I feel like that’s all there is between us. And I am looking for more than that. And before we go further, I wanted to make sure you do, too.”
“Well… actually… You are indeed a hot piece of ass, and I feel like we get along great. So I do see the potential for there to be more between us.”
It made me happy to hear this.
“But your gut feeling is right. I see you as a friend with benefits. I’m not really looking for anything serious right now. And I’m seeing some other guys right now, actually. So, for me, I hope we can stay like we are right now.”
There was silence. I couldn’t look at Diego. This was where the age difference really came in. I was 40, I didn’t have time to play the field. It was time for me to fall in love and settle down. I knew what I had to do.
“So, can we go and fuck now?”, Diego asked.
Then there was a knock at the door.
“Uhmm. Excuse me”, I said.
It was Mr Woodburn.
“Well, hello Sailesh!”, he said, in his usual cheerful tone. “This happy little boy must have been looking for you.”
I looked down and I saw Duke, wagging his tail enthusiastically. He jumped up at me and seemed really thrilled to see me.
“Hey, Duke! What are you doing here?”
He barked as if he was replying to my question.
“Oh cool, a dog!”, Diego said as he got up and walked toward the door.
“Well, I am sure you know who this little guy belongs to”, Mr Woodburn said. “Have a great day!”
“You too, Mr Woodburn, thank you so much!”
I couldn’t believe Duke had gotten lost. Did he walk here from Fairfax? Or from one of the nearby parks? I was so confused. Diego was enthusiastically patting him, and suddenly piped up.
“Hey, he has a letter around his neck!”
“What?”
Diego handed me a small note.
Dear Sailesh,
Don’t hate me. I asked your mother for your address. After our kiss last night I knew I had to have you. I wanted you. All of you. Your sexy smile, your fit body, your intelligence, your sense of humor, but most of all your kindness. You helped me out on the day we met, the day after, and you were willing to be my friend.
I was attracted to you when I first picked up that frisbee, but now that I’m starting to know you as a person, I don’t want to be without you anymore. Visions of the two of us going on vacations and growing old together shot through my mind all through last night. I really don’t want to make your life more difficult, because I know you are already seeing someone. That is why I walked away after our kiss. But I know by now that if you want something bad enough, you have to take a chance in life. So this is me, out on a limb. Please forgive me.
Love,
Chuck“Hey you”, Diego said as he opened the door. He was again in his traditional outfit: a tanktop, shorts and a baseball cap. We kissed.
“Did you have a good day?”, I asked.
“Yup, it was fine! Come on in”, he said.
I had one foot in the living room and I heard the TV, which had South Park playing. I saw the white boxes of takeout food on the coffee table.
“Do you want anything to drink?”, Diego offered.
“Sure, what do you have?”
“Just beer and coke”, Diego answered, shrugging.
“I’ll have a coke then. It’s a school night after all”, I smiled at him.
He smiled back and then walked into the kitchen. I sat down on his couch and watched TV. I hadn’t seen South Park in ages and I couldn’t believe it was still on.
“Heads up!”, I heard, as Diego threw a coke can my way. I caught it and was surprised at my own ability.
“Thanks”, I said.
He plopped down next to me on the sofa, told me what all the food on the coffee table was and then went ahead eating a spring roll from one of the boxes.
“Dig in”, he said.
I did. Diego silently ate and watched TV.
“You wouldn’t believe the last few days I’ve had”, I started.
“Huh?”
Diego didn’t look away from the TV.
“So what happened?”, he eventually asked.
“At the park there was this guy with a dog and they were throwing a frisbee around.”
“Uh huh.”
“The dog kept bringing the frisbee to me, so the guy says if he does it again I should just throw it.”
Diego just had a mouth full of both chopsticks and noodles, but looked my way.
“So the dog does it again, I throw the frisbee, further than I’ve ever thrown anything, and guess what.”
“What?”
“I hit the guy in the head and knock him out cold.”
“Ouch.”
“Well, yeah.”
“Did he wake up?”
“No. The ambulance took him away and stuff.”
“Wow. Heavy shit”, Diego said, looking at the TV again. “Oh I love this part!”
“You… you’ve already seen this?”
“Yeah, it’s a re-run, but it’s great! Don’t you know this episode? It’s a classic!”
“I don’t, no.”
Diego starts explaining the South Park episode and I had to admit it was actually quite funny societal commentary. But I was starting to feel like Diego didn’t have much interest in what I had to say. I started to finally notice that age difference we had.
When the episode finished, a second one started. Once that also finished, we were done eating. Diego turned off the TV.
“I’m full”, he said and he finally looked at me again with full attention.
“Me too”, I said and smiled at him. Our physical chemistry was still incredible and I felt myself get turned on just because we locked eyes in silence for about 5 seconds.
“I’m glad you’re here”, he said.
“I’m glad I’m here too”, I could feel my smile widen to an extent that it hurt my cheeks.
Diego slowly leaned in and kissed me. My hands were all over his body as I felt his defined chest, abs and arms. He pulled me in closer so our chests touched. My hands were now all over his muscled back. I lifted his tanktop. He stopped kissing me and raised his arms so I could pull it off. I took a good look at his body and started kissing his chest and nipples. He moaned softly. After a while he pulled me up toward him, took my face in his hands and kissed me passionately. In the meantime, I grabbed his crotch and fondled his hefty package. I couldn’t control myself any longer and pulled down his shorts. I broke the kiss to look down. He wore brightly colored trunks underneath and the outline of his massive schlong was incredible, even though I knew what to expect.
“You like my dick?”, he asked.
I looked up at him and nodded enthusiastically.
“Let’s go then”, he said as he picked me up off the sofa and pushed me toward the bedroom.
I had taken off my shirt and pants and stood in the bedroom in my tenting blue briefs. I turned around and saw him walk in behind me in his bulging trunks. I got on my knees and pulled down his trunks. I gobbled up his erect cock to the point where I could barely breathe. Diego pushed my head further down a few times, making me tear up and gag. I grabbed his cock at the base, but I couldn’t take it down to my own fist, it was too large. My blowjob became wet and messy, but Diego loved it.
“You’re so good at that”, he said.
He pulled me up onto my feet and then pushed me on the bed. He was rougher than the last time, but I quite enjoyed it. He pushed my head down and pulled my ass toward him.
“Look at that hairy hole”, he said before diving in.
He ate out my ass and prepared me for what was about to come. Soon enough I felt the lube being applied.
“You ready?”
“Yeah. Just start out slow.”
I arched my back as I felt the tip of his cock enter me.
“Oh yeah”, I moaned.
He pushed himself farther and farther in and I noticed my hole was more used to his enormous cock by now. Though I still felt like someone’s fist was inside of me down to their elbow.
“Unnnggh”, I uttered.
“Your hole feels so good, babe”, he whispered.
His fucking got faster and faster and to just lay there and take it felt amazing. Once again I just randomly shot my load on the duvet. Diego never noticed and just kept going. My cock stayed hard as he continued to fuck me.
“I’m going to shoot”, he said as he pulled out.
I got off the bed and sucked his load out of him.
“Ahhh… oh yeah”, he said as he orgasmed into my mouth. His milky load easily went down my throat.
“That was great”, I said, still on my knees. “Now I do you?”
Diego looked down at me with a puzzled look. Then he laughed.
“I don’t think so”, he said as he patted me on the head.
“Oh, well see about that”, I said as I got up and winked at him.
I woke up. The first thing I saw was Diego’s alarm clock. It was 6:37. I soon had to get up and go to work. I was laying on my side and noticed Diego was spooning me. His arm held onto my stomach and I felt so comfortable in his arms. Then I felt something else. His rock hard cock lay across my asscrack. I smiled. By clenching and unclenching I could massage him. I felt his shallow and regular breathing on my shoulder. After only a few times I felt his breathing accelerate and his hips push into my ass more. I continued, now also wiggling my ass back into him a bit. I heard a short, stifled groan followed by the sensation of a warm liquid on my back. Diego barely moved. His breathing continued. I must have caused him to have a wet dream. I lifted his arm and got up. I looked at him lying there, some spunk dripping from the head of his cock, as well as some dripping down his stomach. I smiled. I felt the cum dripping down my own back and quickly went to the bathroom and showered.
When I came back, Diego was still asleep but had rolled over onto his back and pulled up the covers. I quietly got dressed, because it was really time to go now. I gave Diego a kiss on the cheek and left.
By the end of Tuesday I got a text from Diego that said, “Did you leave your undies here?”
“Yeah I was late to work so I had to rush”
“I don’t mind at all 😉 xx”
As hot as the sex was and we obviously had chemistry, I felt like that was all there was to me and Diego. This had become very clear this week.
 |
| Chuck |
“Hey Chuck, how have you been? Do you need any help with anything?”
I didn’t get a reply immediately and went into a meeting. Only after I had gone to the gym after work, I saw I had gotten a reply.
“I’m actually doing pretty good by myself. Bandage is off, stitches go after the weekend. Thanks for asking!”
I knew Chuck wanted a new friend, but he was clearly hesitant taking the initiative.
“Wanna go check out a sports bar tonight?”
He texted back immediately.
“That would be great!”
I smiled.
I picked Chuck up in Centreville. When he came out of his apartment building I was taken away by how he looked. A tight black T-shirt and some light blue jeans gave him a classic look. Just his scruffy black beard and his smile as he saw me standing next to my car already turned me on.
“Hi”, I said.
“Hey!”, Chuck said as he hugged me, “good to see you”.
The hug gave me a full erection. I could only hope he hadn’t noticed. We got in the car and I asked which sports bar Chuck would like to go to.
“I know this nice place in Fairfax, Prime Time…”, he said.
“I’d rather not go to Fairfax”, I said. I didn’t tell him why not.
“Oh. What about Backyard Grill in Chantilly?”
“Yeah I know that place, it’s near my parents’ restaurant.”
I started driving.
“Don’t tell me your parents own Bawarchi, the Indian restaurant?”, Chuck suddenly said.
“Yes! They started it when they moved to the US.”
“Then I know your Mom”, Chuck looked at me and smiled.
I smiled back and pretended I had to focus on the road. I didn’t know what to say.
“That’s so cool.”
“I’ve only lived here for two months, but that’s my favorite restaurant so far. Your Mom started recognizing me and giving me free naan bread.”
I laughed. I wasn’t sure why, but I found it awkward how perfectly Chuck seemed to fit into my life just after I had met Diego. It seemed like a trap. Sure, there were areas where Diego wasn’t the perfect fit, but was that reason enough to toss him aside and give things a go with Chuck?
“That does sound like her.”
When we went into Backyard Grill, we sat at the bar and watched the baseball.
“Oh, baseball’s my sport!”
“It is?”
“Yeah, that’s how I know Paul. You know, the senator.”
“Oh, right.”
“We played baseball together back in Chicago. I only joined his team in DC last week. Hopefully after the weekend I’ll be able to play.”
“Cool.”
“Do you play any sports?”, Chuck asked me.
“I just go to the gym and I go swimming sometimes”, I replied.
“Oh really, which gym?”
“There’s a Gold’s quite close to here.”
“Oh, so you live around here, too?”
“Basically the other side of the highway.”
“Cool”, he said, just smiling at me. There was a short silence and for the first time I actually felt the chemistry.
“Aww you guys make a cute couple!”, the waitress behind the bar broke the silence and our eye contact.
“Oh, sorry”, Chuck said, looking away.
“That’s all right! My name is Vonda, I will be serving you tonight. What are you in the mood for?”
After we ordered, Chuck turned to me and said “I meant to say sorry to you, not her. You wanted to just be friends. I’ll try to be less… flirty.”
I looked at him. He seemed truly apologetic. I smiled.
“It’s OK.”
I had a great night with Chuck. Time went by quickly as conversation just flowed. At one point I needed to take a leak. When I came back, I saw Chuck sitting on his bar stool from the side. I saw his T-shirt had ridden up. A thick, white elastic band stretched across his lower back. Below that I could see his milky white skin and the top of his buttcrack before his jeans covered the rest of him. He was wearing a jockstrap once again and he was unaware he was flashing a large part of the bar. I felt my dick getting larger in my briefs. This guy was so hot, so kind, so funny. He was perfect. I realized if I didn’t pursue this guy, I might regret it. I decided to ask for advice in my friend group during Sunday brunch, or maybe even over text once I got home. I sat next to Chuck on my bar stool and decided not to tell him about his plumber’s crack situation, because then he would know I was checking him out.
It was getting quite late when Chuck suggested we get home.
“If you live so close, I can just get an Uber”, he said.
“It’s little effort. I picked you up, I can drop you back off”, I said.
“OK. Thanks!”, he said.
We got in the car and I drove off.
“Are we driving by your Mom’s for some naan bread?”
I laughed.
“I think she would quite like that, actually. But she would not let us go for a while. So maybe next time…?”
“I was just kidding”, Chuck said.
I laughed.
“I know, but I like the idea! She would probably assume we’re together though.”
“So, you are gay then?”, Chuck asked.
“Yeah? Didn’t I say I was dating a guy?”
“You said you were dating someone”, Chuck said, with emphasis on the last word.
“Oh”, I smiled as I looked at the road.
“But your Mom hasn’t met him yet?”
“No, it’s still early days.”
“That is such a good part of a relationship though”, Chuck said.
“Yeah, I guess.”
In the corner of my eye I saw Chuck turn his head toward me. He shortly chuckled.
“I’ll stop asking questions.”
I laughed.
When we got to his street, he said, “Thanks so much for hanging out with me tonight, I had a ton of fun. Hopefully we can hang out sometime soon again? Work out? Or we can go swim or play baseball?”
“Sure!”, I said. I knew I was quite bad at baseball and the other two had the potential of seeing Chuck semi-naked and I wasn’t sure if that was something I should do or not.
I parked by his building and turned off the engine. We both took off our seat belts.
“Well, I also had a great time”, I said.
We hugged, possibly a bit too long. I let go, leaving my hands on his shoulders, looking at him. I felt the urge to kiss him and decided to not resist. I kissed him passionately. Chuck seemed surprised at first but soon kissed me back. I pulled him close and it was like a fire burned inside of me. This was the hottest kiss I had ever had.
Suddenly Chuck pulled away.
“I… I can’t”, he said. “Thanks for everything”, he mumbled and got out of the car.
“Chuck!”
But he closed the car door and walked into his building.
I sat in my car in silence for about a minute. Then I put my seat belt back on, started the car and went home.
The next day at work, my mind kept going to Chuck. I wanted to text him, but I didn’t know what to say. Instead I wrote my friends in a group text and told them what happened.
“So what do I do now?”
“You haven’t promised exclusivity to Diego, have you?”, Linda asked.
“Yes, you can feel free to pursue both and choose later”, Michelle added.
“I don’t think that’s in my nature”, I said.
“Yeah that’s not Sal’s thing”, Kala agreed.
“You know what,” she added, “have a conversation with Diego about what he sees for you two in the future. That’s a normal third date question, right? Because going by his behavior, I’m not sure he’s looking for the same thing as you, Sal. And I don’t want you to get hurt.”
“And then you can only hope Chuck is looking for the same thing”, Michelle added.
I thought about it for a while, and Kala’s advice made sense.
That night, Diego came to my apartment for the first time.
“Nice place”, he said as he looked around.
“Not as nice as yours”, I commented.
He laughed.
“Hey, sit down, I want to talk to you about something.”
“Oh. OK.”
Diego sat down at the table.
“I wanted to know something. I’m just not so sure if we are on the same page on certain things. The sex is super hot…”
Diego smiled at me cockily, but let me finish.
“But at times I feel like that’s all there is between us. And I am looking for more than that. And before we go further, I wanted to make sure you do, too.”
“Well… actually… You are indeed a hot piece of ass, and I feel like we get along great. So I do see the potential for there to be more between us.”
It made me happy to hear this.
“But your gut feeling is right. I see you as a friend with benefits. I’m not really looking for anything serious right now. And I’m seeing some other guys right now, actually. So, for me, I hope we can stay like we are right now.”
There was silence. I couldn’t look at Diego. This was where the age difference really came in. I was 40, I didn’t have time to play the field. It was time for me to fall in love and settle down. I knew what I had to do.
“So, can we go and fuck now?”, Diego asked.
Then there was a knock at the door.
“Uhmm. Excuse me”, I said.
It was Mr Woodburn.
“Well, hello Sailesh!”, he said, in his usual cheerful tone. “This happy little boy must have been looking for you.”
I looked down and I saw Duke, wagging his tail enthusiastically. He jumped up at me and seemed really thrilled to see me.
“Hey, Duke! What are you doing here?”
He barked as if he was replying to my question.
“Oh cool, a dog!”, Diego said as he got up and walked toward the door.
“Well, I am sure you know who this little guy belongs to”, Mr Woodburn said. “Have a great day!”
“You too, Mr Woodburn, thank you so much!”
I couldn’t believe Duke had gotten lost. Did he walk here from Fairfax? Or from one of the nearby parks? I was so confused. Diego was enthusiastically patting him, and suddenly piped up.
“Hey, he has a letter around his neck!”
“What?”
Diego handed me a small note.
Dear Sailesh,
Don’t hate me. I asked your mother for your address. After our kiss last night I knew I had to have you. I wanted you. All of you. Your sexy smile, your fit body, your intelligence, your sense of humor, but most of all your kindness. You helped me out on the day we met, the day after, and you were willing to be my friend.
I was attracted to you when I first picked up that frisbee, but now that I’m starting to know you as a person, I don’t want to be without you anymore. Visions of the two of us going on vacations and growing old together shot through my mind all through last night. I really don’t want to make your life more difficult, because I know you are already seeing someone. That is why I walked away after our kiss. But I know by now that if you want something bad enough, you have to take a chance in life. So this is me, out on a limb. Please forgive me.
Love,
I felt a tear welling up, but I didn’t want to cry in front of Diego who was still playing with Duke when he asked “So what does it say?”
And then I heard music outside. I opened the door and it was Chuck, playing the guitar. He was wearing a dark blue button down shirt tucked into black slacks. He had shaven his beard and looked amazing, all cleaned up. Mr Woodburn was sitting in front of his house, clapping. Duke ran outside and circled around Chuck. Diego came close to me and whispered in my ear, “I think you should be with that dude.”
I nodded and wiped away a tear. Chuck was singing a version of ‘I Want To Thank You’ by Otis Redding. It was the sweetest and most romantic thing anyone had ever done for me. When he finished I ran over to him and gave him the biggest kiss. Mr Woodburn and Diego clapped. Duke jumped up against us.
I said goodbye to Diego, who clearly understood what had been going on. Chuck said he had one more surprise. He drove me and Duke straight to Bawarchi, where my Mom and Dad had prepared a nice meal for us. They had given us a nice, romantic table in the corner. Duke was very quiet, laying down by our feet. I explained everything that had been going on, and Chuck understood completely.
“It says so much about your character that you wanted to give things with Diego a shot before even engaging in anything with me.”
“And it says a lot about you that you hesitated getting between the two of us.”
“But then in the end I did, so…”, he laughed.
“And thank God you did!”
 |
| Chuck |
“I like him very much”, my Mom told me.
“Me too”, I said.
We got back in Chuck’s car with Duke and drove back to my place.
“I can’t wait to finally take you home”, I said.
“And I can’t wait for you to fuck me”, Chuck said, revealing his preferred position. There was something about a masculine guy just saying that out loud that turned me on.
When we got out of the car, Duke very quickly peed against a tree.
“Good boy!”, Chuck said, and we went inside.
The door had barely closed behind us and the clothes came flying off. I struggled unbuttoning Chuck’s shirt, but after he had taken my T-shirt off, he just ripped off his own, sending the buttons flying across the room. His mildly hairy upper body looked so great, I had to start kissing his chest and nipples while I continued taking off his belt and unbuttoning his pants.
“Oh wow”, he said as I sucked on his nipple.
He had pushed my jeans down and saw my boner in my briefs. The head had just popped out the top.
“This I have to see”, he said, as he lowered himself to his knees. He licked the head of my cock and then started sucking on the rest of my cock while it was still encased in my underwear. His hands in the meantime caressed my chest and stomach.
“Your cock is heavenly”, he mumbled inbetween the sucking and licking.
Then he finally lowered the underwear and audibly gasped. Clearly it was all about context.
“Uncut, too”, he said as he looked up at me.
He gave me a blowjob I would never forget as he really went to town on my cock, giving me so much pleasure. When he stopped, he said, “I need you inside me”.
He got up and got out of his slacks, revealing that again he was wearing jockstraps, this time black.
“Bedroom?”, he asked.
I took his hand and lead him there. My boner was bouncing around in front of me as I walked. I let Chuck enter the room first so I could see his ass in the jockstrap and he was beautiful. Smooth, big, and round. I pushed him so he would fall backwards on the bed. I laid on top of him and kissed him for a while. Then I raised his legs and inspected his hole for the first time. It was pink, hairless, and perfect. I licked his smooth hole slowly and gently. His gasps were a mix of pleasure and disbelief. I took a condom out of the nightstand and put it on myself.
“Oh God, yes”, Chuck said before I had even entered him.
When I did, a low, drawn out moan came from his mouth.
“Yes… Yes… please keep going, Sailesh…”
Chuck was holding on to his own feet as I fucked him. To feel my hips smack against his bubbly butt was perfect in both sensation and sound. I felt like we were made for each other. I looked at his face and I saw his eyes roll up a few times, like he was getting so much erotic pleasure, he was about to pass out. But every time he would blink a few times and he would be back to moaning. I saw a wet spot on the pouch of his jockstrap so I decided to take his cock out. As I fucked him, I saw his rock hard 4’’ cock bouncing back and forth, constantly dribbling pre-cum. I jerked him off as I fucked him.
“Oh my God!”, he said and in a matter of seconds he came all over my hand and his own stomach.
“Please keep going!”, he said.
And I did. I continued to fuck him, but seeing his pleasure turned me on so much I couldn’t hold it.
“I’m cumming”, I said.
Chuck held on to my hips now, his legs still in mid-air, and pulled me closer into him. I groaned as I shot into his ass. He now pulled me in even closer my grabbing the back of my head and kissing me as I continued to cum. It was such a hot orgasm, afterwards I felt drained. I collapsed on top of him as we cuddled.
“I never want to let you go”, he said.
That night, Chuck fell asleep with his head on my chest. I was so happy I wasn’t sure if I could ever fall asleep, but soon enough I drifted off. The next morning I was awoken by Duke licking my face. He had very politely slept on the floor. Chuck was still sleeping, holding me tight. I quietly pushed Duke off the bed. He didn’t like that very much, so then he proceeded to take the covers in his mouth and pull them off of us, revealing Chuck’s incredible bubble butt. It didn’t wake him up and I had an even better view.
“Thanks, Duke!”, I whispered.
He wagged his tail.
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